In 1770, a newspaper called the London Evening Post published the day's business in Parliament, which was in those days illegal. The editor of the newspaper was promptly arrested and thrown in gaol. The Lord Mayor of London, a man named Brass Crosby, went to the prison and released him, thereby going against the wishes of Parliament, which was obviously a reckless thing to do. He ended up being put into prison himself, but gained immortality with this idiom. If you do something with no shame or embarrassment, you are as bold (courageous) as Brass Crosby!

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